Lithium Hydroxide → 1-Carboxymethyl-7-(3-hydroxyiminomethyl-1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

HRID 861538Notes

Reaction equation

HRID 861538 reaction equation
C([O:3][C:4]([CH2:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([C:25]([F:28])([F:27])[F:26])=[C:14]([N:17]3[CH:21]=[CH:20][C:19]([CH:22]=[N:23][OH:24])=[CH:18]3)[CH:15]=2)[NH:10][C:9](=[O:29])[C:8]1=[O:30])=[O:5])C.[OH-].[Li+]>O1CCCC1.O>[C:4]([CH2:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([C:25]([F:28])([F:26])[F:27])=[C:14]([N:17]3[CH:21]=[CH:20][C:19]([CH:22]=[N:23][OH:24])=[CH:18]3)[CH:15]=2)[NH:10][C:9](=[O:29])[C:8]1=[O:30])([OH:5])=[O:3]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 542796031-Ethoxycarbonylmethyl-7-(3-hydroxyiminomethyl-1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

Product 1

HCID 540675321-Carboxymethyl-7-(3-hydroxyiminomethyl-1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.6 g (3.8 mmol) of the compound of Example 74 were dissolved in 100 ml of tetrahydrofuran, and 0.4 g (15.1 mmol) of lithium hydroxide dissolved in 25 ml of water was added. The mixture was stirred at room temperature for 2 h and then the tetrahydrofuran was removed under reduced pressure and the aqueous phase was acidified. The precipitate was filtered off with suction.

Workup

  1. additionwas added
  2. customthe tetrahydrofuran was removed under reduced pressure
  3. filtrationThe precipitate was filtered off with suction

Sources & evidence

ORD record
ord-37451c92e97a453d8eace43d82d294a2
Source dataset
uspto-grants-1998_02
Patent number
US05714489

Reaction notes

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